Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acrolein | HCID 7847 | — |
| Reactant | Ethyl isocyanoacetate | HCID 533707 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 14631421 | HCID 14631421 | — |
Reaction Steps
1.6 g of red copper(I) oxide are added to 200 ml of benzene. With intensive stirring, a solution of 140 g of isocyanoacetic acid ethyl ester and 84 g of freshly distilled acrolein in 200 ml of benzene are added dropwise to this suspension within a period of 10 minutes. During the course of this addition the reaction temperature is maintained between 30 and 32° by cooling with ice. When the addition is complete the mixture is maintained at 30°-32° until the exothermic reaction has subsided, and then the whole is stirred for 1 hour at room temperature. After excess copper(I) oxide has been removed by filtration, the filtrate is concentrated by evaporation in vacuo at 30°. 600 ml of ether are added to the residue, and the whole is filtered over celite and concentrated to dryness by evaporation in vacuo. In this manner 5-vinyl-2-oxazoline-4-carboxylic acid ethyl ester is obtained in the form of a pale yellow oil, b.p. 100°-110° (5.3 Pa).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05175344 |
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| Source dataset | uspto-grants-1992_12 |
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| ORD ID | ord-009d8a021caf43399e20a244e7c5bcc5 |
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| Source note | uspto-grants-1992_12 |
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